Application of a kind of phenyloxazole compound in preparation of medicine for treating cancer
A phenyloxazole and compound technology, applied in the field of ethyl 5-methyl-2--4-oxazolecarboxylate, can solve the problem of unclear understanding of protein signal network, no drug application research or report, and drug clinical development failure, etc.
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Embodiment 1
[0036] Ethyl acetoacetate (10 mmol) was dissolved in NaNO 2 (10mmol) of acetic acid solution (10mL), stirred and cooled to 5-7°C, and carried out nitrosation reaction. After the reaction was completed, diethyl ether (50mL) was added, and the precipitated crystals were collected by filtration, and methanol-diethyl ether was used in a volume ratio of 1: 5 recrystallization again, obtain α-hydroxyimino compound; Then in the acetic acid solution (50mL) saturated with hydrogen chloride gas, α-hydroxyimino compound (5.0mmol) and p-methoxybenzaldehyde (5.0mmol) condensation, generate Unstable intermediate nitrogen oxide compound; use catalytic hydrogenation to reduce the intermediate nitrogen oxide compound to obtain compound (I): 5-methyl-2-(4-methoxyphenyl)-4-oxazole carboxylic acid Ethyl ester (0.53 mmol, 0.138 g).
[0037] Physicochemical parameters of compound (Ⅰ): pale yellow solid; melting point is 79-80°C; proton nuclear magnetic resonance spectrum data (600 MHz, deuterated ...
Embodiment 2
[0039] Ethyl acetoacetate (5 mmol) was dissolved in NaNO 2(5mmol) of acetic acid solution (5mL), stirred and cooled to 5-7°C, and carried out nitrosation reaction. After the reaction was completed, diethyl ether (30mL) was added, and the precipitated crystals were collected by filtration, and methanol-diethyl ether was used in a volume ratio of 1: 5 recrystallization again, obtain α-hydroxyimino compound; Then in the acetic acid solution (30mL) saturated with hydrogen chloride gas, α-hydroxyimino compound (2.5mmol) and p-methoxybenzaldehyde (2.5mmol) condensation, generate Unstable intermediate nitrogen oxide compound; use catalytic hydrogenation to reduce the intermediate nitrogen oxide compound to obtain compound (I): 5-methyl-2-(4-methoxyphenyl)-4-oxazole carboxylic acid Ethyl ester (0.26 mmol, 0.068 g).
Embodiment 3
[0041] Compound (I) 0.138g was prepared according to the method of Example 1, and 5mg of the product was dissolved in 0.5mL DMSO to make a 10mg / mL mother solution, which was mixed uniformly and used for subsequent activity tests. The remaining product was dissolved in 2.5% ethanol, 2.5% castor oil in physiological saline, after mixing evenly, it was divided into injection solutions with a concentration of 10mg / mL / cartridge, packed into medicine bottles and sealed, and sterilized to make products for later use.
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